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Vacation rentals in Longboat Key

Vacation rentals in Longboat Key

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Longboat Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Just The Essentials, Longboat Key
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Just The Essentials, Longboat Key

    Sun, Sand, Beach, Bikes, Kayaks, Gas Grill, Dock on Canal are Included here for your enjoyment. Enjoy Tropical Plants Organic fruits & Herbs, Tropical Birds, Dolphin. It's Island life! It's Salt Life! You are Surrounded by water. An Uncrowded Sparkling White Sand Beach is just a block away. Enjoy our Dock shaded by Mangroves as fish pass & tropical birds glide down the canal. 1st fl kitchenette apartment. Private entrance, off street parking, 1 queen bed in bedroom, 1 bath. Covered patio.

    What guests are saying:

    “Betsy & Bob's place is a true oasis. They have created something so special and unique. The apartment was super clean and had everything we needed for a short stay. We felt right at home! They were so thoughtful and had a chilled bottle of wine for our arrival. Also, Betsy picked us mangoes right off her tree! Betsy & Bob are such a welcoming couple and we enjoyed chatting with them in passing. Even though they live upstairs, they gave us our privacy. We loved the organic flower garden with lush flowers, kayaks, birds, and wildlife. The location can't be beaten. We will definitely be back! Highly recommend! Thank you :)”

  • The Tree House by the Beach
    SUPERHOSTEntire condominium · 7 guests · 5 beds · 2.5 baths
    The Tree House by the Beach

    Beautiful BeachTownhouse in prestigious Cedars East Resort. Private end-unit on a cul-de-sac. The rare location places you closest to the Longboat Key paths leading you to steps-away beach access. Includes all new fully-stocked kitchen. Gorgeous tile floors throughout the home. Master suite with dual vanities and deep soaking tub. Great room with bright sunroom adds living/sleeping space. Breathtaking Mangrove preserve views give you even more privacy. Tastefully furnished. Play&Relax in LUXURY.

    What guests are saying:

    “This is a beautiful condo in a perfect location. It is a short walk to the beach and several delicious restaurants. Includes use of a pool (just a short walk), and free bike rental. Long Boat Key felt very quiet and relaxed compared to the other Keys we visited during our stay. There is not a lot of shopping or tourist activities, so if you are looking for lots of people and action, this might not be the place for you. We LOVED the quiet beach and small local restaurants- it was perfect for us. Plus shopping and tourist things were just a short drive either north or south. The condo was clean and welcoming. We loved parking in a garage, and that there were beach chairs and umbrellas to use. I highly recommend this rental. We are already talking about a return trip here.”

  • Sunset and beach view from your balcony.
    SUPERHOSTEntire condominium · 6 guests · 4 beds · 1 bath
    Sunset and beach view from your balcony.

    A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

    What guests are saying:

    “Sergey's condo was beautifully decorated and had all the modern conveniences you expect when on vacation. The beds were very comfortable. The view was outstanding. You walked right out of the condo down to the beach. Sergey was a great host.”

Vacation rentals for every style

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Popular amenities for Longboat Key vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Longboat Key

Bayside Escape 4BR/3.5 BA+ Pool- Avail Aug 7-14!
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☀️Ocean View🌴Sleeps 12❗️Heated POOL🔥
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Beach, Pool, Bikes, Tennis Luxury Resort
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Longboat Key Club & Resort (Sunsets & Dolphins)
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✪Salt Water POOL, Jacuzzi, Media room, IMG close✪
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✪Salt Water POOL, Jacuzzi, Media room, IMG close✪
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Ocean Front dlx Studio ~ SPECIAL FROM $99/night
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Longboat Key Home -  4 BD/ 2 BA, Sleeps 6
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The Beach condo #107,  PRIVATE BEACH OPEN
SUPERHOSTEntire condominium
The Beach condo #107, PRIVATE BEACH OPEN
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Longboat Key Condo Waterfront #206
SUPERHOSTEntire apartment
Longboat Key Condo Waterfront #206
Price:$243 CAD/night
Beaches, Pool, Tiki Bar, Bikes and fun in the sun!
SUPERHOSTEntire house
Beaches, Pool, Tiki Bar, Bikes and fun in the sun!
Price:$163 CAD/night
Longboat Key Beach House
SUPERHOSTEntire house
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Longboat Key-OCEAN FRONT-steps to the gulf
Entire condominium
Longboat Key-OCEAN FRONT-steps to the gulf
Price:$324 CAD/night
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